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Residential Land for Sale in Upper Matecumbe Key, Florida

Overseas Hwy, Upper Matecumbe Key, FL 33036

$3,500,000
5.27 acres
Active sale
ago
Est $25,958/mo

A rare opportunity to own an expansive bayfront parcel at Mile Marker 81 on Upper Matecumbe Key, offered for sale for the first time since its acquisition in 1937. Located in the heart of Islamorada, this remarkable property encompasses approximately 5.26 total deeded acres, including approximately 2.84 acres of upland, with more than 250 feet of frontage on Florida Bay. The substantial acreage and natural setting offer exceptional privacy and seclusion, while still being close to the restaurants, marinas, shops, galleries, and world-class boating and fishing that define the Islamorada lifestyle. With its coveted Upper Matecumbe Key location, expansive bayfront, and rare parcel size, this is an extraordinary opportunity to create a private waterfront estate in the Florida Keys. Zoned Native Residential (NR), allowing single-family residential use subject to applicable Village requirements. Allowable clearing, building area, and development potential are subject to applicable Village of Islamorada regulations. Buyer to independently verify all development potential with the Village of Islamorada.

Location

Street address
Overseas Hwy
Zip code
33036
Elevation
8 feet
Coordinates
24.9325, -80.6214

Property details

Acreage
5.27 acres
Zoning
NR - Native Residential
MLS #
FLKEYSMLS 621407
Posted

Parcels

  • 00095920-000200

Details and features

Listing

Type
Land

Lot

View
Water
Waterfront
Yes
Features
Highway Frontage, Mangrove, Water Frontage, Wooded Lot

Listing history

DateEventPriceChangeSource
Sept 25, 2026New listing$3,500,000—FLKEYSMLS
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This 5.27-acre property is located at Overseas Hwy in Upper Matecumbe Key, FL 33036. The land is available for sale, priced at $3,500,000 — $664,137 per acre.

Listed by Coastal Realty of The Florida Keys, (305) 664-0077

Checked 2 hours agoUpdated Source

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Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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